Waystar

Sr. Technical Services Engineer I

Waystar$80K — $95K *
Technical Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of IT support experience, including hardware deployment and troubleshooting
  • Hands-on administration experience with Active Directory, Microsoft Entra ID, and Microsoft 365
  • Demonstrated experience building automation/tooling with PowerShell and/or Python
  • Experience consuming REST APIs for system integration
  • Track record independently leading and delivering IT projects
  • Demonstrated experience mentoring or coaching junior team members
  • Strong troubleshooting and problem-solving skills
  • Excellent verbal and written communication skills

Responsibilities

  • Provide advanced Tier 2/3 support for hardware, software, OS, and enterprise applications
  • Troubleshoot complex issues across various devices and systems
  • Own onboarding, offboarding, equipment deployment, and office moves
  • Build and maintain automation using PowerShell and/or Python
  • Develop tools for reporting and device management
  • Administer Active Directory, Microsoft Entra ID, and Microsoft 365
  • Lead medium-to-large IT projects independently
  • Coach and mentor junior Technical Services Engineers

Benefits

  • Competitive total rewards including salary and bonus
  • Customizable benefits package with multiple medical plans and HSA match
  • Generous paid time off starting with 3 weeks plus 13 holidays
  • Paid parental leave for both maternity and paternity
  • Education assistance and free LinkedIn Learning access
  • Free mental health and family planning programs
  • 401(K) program with company match
  • Pet insurance available
  • Active employee resource groups
Full Job Description

ABOUT THIS POSITION

We are seeking an experienced, technically skilled Specialist Technical Services Engineer to join our Enterprise Technology team. This is a senior individual-contributor role combining advanced end-user support, automation/scripting, systems administration, asset lifecycle management, and project execution. The role also serves as a technical mentor to junior engineers and a lead for workplace technology initiatives.

WHAT YOU'LL DO

End User & Infrastructure Support

  • Provide advanced Tier 2/3 support for hardware, software, OS, and enterprise applications
  • Troubleshoot complex issues across desktops, laptops, mobile devices, printers, conferencing systems, and collaboration platforms
  • Own onboarding, offboarding, equipment deployment, office moves, and lifecycle activities (may require physical setup/lifting and occasional after-hours work — [confirm and specify])

Automation & Systems Administration

  • Build and maintain automation using PowerShell and/or Python
  • Develop tools for reporting, provisioning, device management, and admin workflows
  • Integrate systems via REST APIs
  • Proactively identify manual processes for automation

Identity & Productivity Platforms

  • Administer Active Directory, Microsoft Entra ID, and Microsoft 365 (Exchange Online, Teams, OneDrive, SharePoint)
  • Manage account provisioning, access control, licensing, and security-related tasks
  • Support enterprise authentication and identity initiatives

Asset & Lifecycle Management

  • Maintain hardware asset records and chain-of-custody documentation
  • Manage procurement, deployment, refresh, recovery, and disposal
  • Audit inventory for policy compliance

Project Leadership

  • Lead medium-to-large IT projects independently (examples: [insert 1–2 representative past projects to calibrate scope, e.g., "office relocation of 150 seats" or "M365 tenant migration"])
  • Coordinate across stakeholders and departments
  • Produce project plans, documentation, and status reporting

Mentorship & Team Development

  • Coach and mentor junior Technical Services Engineers
  • Contribute to knowledge base articles and SOPs
  • Promote technical best practices across the team

WHAT YOU'LL NEED

  • 5+ years of IT support experience, including hardware deployment and troubleshooting
  • Hands-on administration experience with Active Directory, Microsoft Entra ID, and Microsoft 365
  • Demonstrated experience building automation/tooling with PowerShell and/or Python
  • Experience consuming REST APIs for system integration
  • Track record independently leading and delivering IT projects
  • Demonstrated experience mentoring or coaching junior team members
  • Strong troubleshooting and problem-solving skills
  • Excellent verbal and written communication skills

Preferred Qualifications

  • Experience with asset management/inventory platforms and chain-of-custody documentation
  • Familiarity with Jira Service Management or similar ITSM tooling
  • Experience supporting AV/conferencing and workplace technology systems
  • Bachelor's degree in IT, Computer Science, or equivalent experience

WAYSTAR PERKS

  • Competitive total rewards (base salary + bonus, if applicable)
  • Customizable benefits package (3 medical plans with Health Saving Account company match)
  • We offer generous paid time off for our non-exempt team members, starting with 3 weeks + 13 paid holidays, including 2 personal floating holidays. We also offer flexible time off for our exempt team members + 13 paid holidays
  • Paid parental leave (including maternity + paternity leave)
  • Education assistance opportunities and free LinkedIn Learning access
  • Free mental health and family planning programs, including adoption assistance and fertility support
  • 401(K) program with company match
  • Pet insurance
  • Employee resource groups

About Waystar

Waystar is a healthcare technology company that simplifies and unifies the revenue cycle with innovative technology that allows clients to collect more with less cost and less stress. The company's cloud-based platform streamlines workflows, improves financials and reduces administrative waste for healthcare providers. Waystar's technology automates the entire revenue cycle, from patient access to reimbursement, for more than 450,000 healthcare providers across the United States. The company was formed in 2017 through the merger of Navicure and ZirMed.
Learn more about Waystar
Size
2,000 employees
Industry
Founded
2000

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